Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 66764136 | HCID 66764136 | — |
| Reactant | HCID 86662435 | HCID 86662435 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86662436 | HCID 86662436 | — |
Reaction Steps
A solution of 3,6-dichloro-N-(3,4-dimethoxybenzyl)pyridazine-4-carboxamide (1-2, 0.100 g, 0.292 mmol, 1.0 equiv), 3,3-dimethylphenylboronic acid (0.053 g, 0.351 mmol, 1.2 equiv), Cs2CO3 (0.238 g, 0.731 mmol, 2.5 equiv) and PdCl2(dppf) (0.043 g, 0.058 mmol, 0.2 equiv) was made in dioxane (2.0 mL) and heated to 80° C. for 2 hours. The reaction mixture was cooled and partitioned between EtOAc and water. The organic phase was dried over MgSO4 and concentrated. The residue was purified by normal phase column chromatography (0 to 85% EtOAc in hexanes) to afford the product (1-3) as a solid. ESI+MS [M+H]+ C22H22ClN3O3: 412.1 found, 412.1 required.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08703770B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-53d359fb281e4d6792da9912a8a8b823 |
|---|
| Source note | uspto-grants-2014_04 |
|---|
